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For sale
$1,495,000
3beds
1,750sqft

400 Flagship DR #1104, NAPLES, FL 34108

3beds
1,750sqft
Condominium
Built in 2000
1 Attached garage space
$854 price/sqft
$1,414/mo HOA

What's special

Newly renovatedHigh ceilingsGated waterfront communityOpen-concept floor planSpacious primary suiteLight and bright interiorSpacious screened lanai

NEWLY RENOVATED, RARELY AVAILABLE 11TH-FLOOR CONDO WITH SPECTACULAR GULF & BAY VIEWS in the highly sought-after Regatta community on Vanderbilt Beach! Ideally located directly across from the Naples Ritz-Carlton Beach Resort and just a 10-minute walk (0.5 miles) to the pristine sugar-sand shores of Vanderbilt Beach, this coastal retreat offers the ultimate Naples lifestyle. This residence features an OPEN-CONCEPT FLOOR PLAN with 1,750 square feet under air, 3 generously sized bedrooms, 3 full bathrooms, HIGH CEILINGS, IMPACT GLASS WINDOWS & SLIDERS* + ELECTRIC SHUTTERS, a desirable SPLIT-BEDROOM LAYOUT ideal for entertaining and privacy, and a COVERED UNDER-BUILDING PARKING SPACE + STORAGE. The light and bright interior showcases OVERSIZED MARBLED TILE FLOORING THROUGHOUT (NO CARPET), a shiplap reverse tray ceiling accent with modern chandelier, and an updated kitchen featuring white cabinetry, white countertops, and stainless-steel appliances. Step through the FLOOR-TO-CEILING SLIDING IMPACT GLASS SLIDERS* to the spacious screened lanai, where breathtaking GULF & BAY VIEWS provide stunning sunsets and incredible opportunities to watch dolphins and manatees glide through the bay below. The spacious primary suite offers PRIVATE LANAI ACCESS and a well-appointed ensuite bath with dual vanities, a walk-in shower, and a separate soaking tub. Regatta's FLEXIBLE MONTHLY RENTAL POLICY and PET-FRIENDLY (residents only) atmosphere make this an exceptional investment opportunity, vacation home, or full-time residence. This GATED WATERFRONT COMMUNITY offers the opportunity to purchase a BOAT SLIP when available and features RESORT-STYLE AMENITIES including two resort-style pools including a tranquil waterfall pool, spa, fitness center, clubhouse, grilling areas, fishing pier, and a 55-slip marina. Just minutes from Vanderbilt Beach, The Ritz-Carlton, Mercato, Pavilion, and Waterside Shops, this residence offers the very best of luxury coastal living in Naples. Boat docks may become available for purchase within the Regatta. However, this owner does not currently own a boat dock. Listing broker and seller make no guarantees or representations regarding future boat dock availability.

87 days
|
504
|
14
|
Source: SWFLMLS,MLS#: 226021166MLS LogoOriginating MLS: Naples
Travel times

Living Room

Kitchen

Primary Bedroom

Zillow last checked:

Listing updated:

Listed by:

Samantha Taravella, PA 239-908-1558,

John R Wood Properties

Source: SWFLMLS,MLS#: 226021166MLS LogoOriginating MLS: Naples

Facts & features

Interior

Bedrooms & bathrooms
  • Bedrooms: 3
  • Bathrooms: 3
  • Full bathrooms: 3
Rooms
  • Room types: Screened Balcony, 3 Bed
Bedroom
  • Features: Master BR Sitting Area, Split Bedrooms
Dining room
  • Features: Breakfast Bar, Dining - Living
Kitchen
  • Features: Pantry
Heating
  • Central
Cooling
  • Central Air
Appliances
  • Included: Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator/Icemaker, Self Cleaning Oven, Washer
  • Laundry: Laundry Tub
Features
  • Built-In Cabinets, Fire Sprinkler, Foyer, Laundry Tub, Smoke Detectors, Walk-In Closet(s), Window Coverings, Screened Balcony
  • Flooring: Tile
  • Windows: Window Coverings, Impact Resistant Windows, Shutters Electric
  • Has fireplace: No
Interior area
  • Total structure area: 1,946
  • Total interior livable area: 1,750 sqft
Video & virtual tour

Property

Parking
  • Total spaces: 1
  • Parking features: Assigned, Covered, Deeded, Under Bldg Closed, Attached
  • Attached garage spaces: 1
Features
  • Stories: 1
  • Exterior features: Dock, Balcony
  • Pool features: Community
  • Spa features: Community
  • Has view: Yes
  • View description: Bay, Gulf, Gulf and Bay
  • Has water view: Yes
  • Water view: Bay,Gulf,Gulf and Bay
  • Waterfront features: Bay, Navigable Water, Seawall
  • Frontage type: Bay/Harbor
Lot
  • Features: Zero Lot Line
Details
  • Parcel number: 69075011421

Construction

Type & style
  • Home type: Condo
  • Architectural style: Contemporary
  • Property subtype: Condominium
Materials
  • Block, Concrete, Stucco
  • Foundation: Concrete Block, Poured Concrete
  • Roof: Built-Up
Condition
  • New construction: No
  • Year built: 2000

Utilities & green energy

  • Water: Central

Community & HOA

Community
  • Features: Clubhouse, Pool, Fitness Center, Sidewalks, Street Lights, Gated, Boating
  • Security: Gated Community, Fire Sprinkler System, Smoke Detector(s)
  • Subdivision: REGATTA
HOA
  • Has HOA: No
  • Amenities included: Barbecue, Bike Storage, Clubhouse, Community Boat Dock, Pool, Fitness Center, Internet Access, Sidewalk, Streetlight
  • HOA fee: $16,972 annually
Location
  • Region: Naples

Financial & listing details

  • Price per square foot: $854/sqft
  • Tax assessed value: $1,146,000
  • Annual tax amount: $11,770
  • Date on market: 6/5/2026
  • Lease term: Buyer Finance/Cash,Buyer Pays Title
  • Road surface type: Paved

Price history

DateEventPrice
6/5/2026Listed for sale$1,495,000+24.6%$854/sqft
Source: SWFLMLS #226021166 Report a problem
12/1/2025Listed for rent$15,000$9/sqft
Source: NABOR FL #225079012 Report a problem
12/1/2025Listing removed$15,000$9/sqft
Source: NABOR FL #225044791 Report a problem
5/19/2025Listed for rent$15,000$9/sqft
Source: NABOR FL #225044791 Report a problem
5/19/2025Listing removed$15,000$9/sqft
Source: NABOR FL #224044835 Report a problem
5/23/2024Listed for rent$15,000$9/sqft
Source: NABOR FL #224044835 Report a problem
5/23/2024Listing removed--
Source: NABOR FL #223033732 Report a problem
7/31/2023Listed for rent$15,000+66.7%$9/sqft
Source: NABOR FL #223033732 Report a problem
5/3/2023Sold$1,200,000+15284.6%$686/sqft
Source: Public Record Report a problem
5/3/2019Listing removed$9,000$5/sqft
Source: William Raveis Real Estate #212013487 Report a problem
12/8/2017Listed for rent$9,000$5/sqft
Source: William Raveis Real Estate #212013487 Report a problem
8/2/2016Listing removed$9,000$5/sqft
Source: South Bay Realty #212013487 Report a problem
2/16/2016Listed for rent$9,000+15.4%$5/sqft
Source: South Bay Realty #212013487 Report a problem
8/22/2014Listing removed$7,800$4/sqft
Source: South Bay Realty #212013487 Report a problem
10/3/2013Listed for rent$7,800$4/sqft
Source: South Bay Realty #212013487 Report a problem
8/7/2012Listing removed$7,800$4/sqft
Source: Visual Tour #212013487 Report a problem
5/10/2012Listed for sale$7,800$4/sqft
Source: Visual Tour #212013487 Report a problem

Public tax history

YearProperty taxesTax assessment
2025$11,770 -0.6%$1,146,000
2024$11,844 +16%$1,146,000 +36.8%
2023$10,214 +5%$837,925 +10%
2022$9,732 +19.9%$761,750 +10%
2021$8,115 +0.9%$692,500
2020$8,039 +0.6%$692,500 +1.3%
2019$7,993 +4.7%$683,750 +1.8%
2018$7,636 $671,500 +2.1%
2017$7,636 +1.3%$657,500 +6.5%
2016$7,535 +5.5%$617,375 +10%
2015$7,144 +9.5%$561,250 +7.6%
2014$6,523 +10.9%$521,500 +5.8%
2013$5,880 -4.4%$492,750 -3.1%
2012$6,148 +0.5%$508,750
2011$6,116 -9.3%$508,750 -4.2%
2010$6,746 -10.6%$531,306 -6.9%
2009$7,548 $570,550 -15.9%
2008$7,548 -8.2%$678,232
2007$8,219 +8.8%$678,232 +2.6%
2006$7,554 $660,808 +15.5%
2005$7,554 +10.3%$572,211 +11.9%
2004$6,852 +2.4%$511,488 +4.2%
2003$6,689 +11.6%$490,941 +13.1%
2002$5,993 -41.1%$434,260 +15.7%
2001$10,182 +1994.6%$375,217
2000$486 --

Find assessor info on the county website

Monthly payment

Est. payment
$10,245/mo
Principal & interest
$7623
HOA Fees
$1414
Property taxes
$1208
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Estimated market value

Not available

Estimated sales range

Not available

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Climate risks

Explore flood, wildfire, and other predictive climate risk information for this property on First Street®️.

Neighborhood: 34108

Nearby schools

Naples Park Elementary School
Grades PK-5 • 1.5 miles
7/10
GreatSchools® Rating
Test Score Rating
7/10
Student Progress Rating
6/10
Pine Ridge Middle School
Grades 6-8 • 3.3 miles
9/10
GreatSchools® Rating
Test Score Rating
8/10
Student Progress Rating
9/10
Aubrey Rogers High School
Grades 9-12 • 3.8 miles
6/10
GreatSchools® Rating
Test Score Rating
7/10
Student Progress Rating
4/10

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